METHYL LINOLENATE

Base Information

• Chemical Name: METHYL LINOLENATE
• CAS No.: 301-00-8
• Molecular Formula: C19H32 O2
• Molecular Weight: 292.462
• Hs Code.: 29161500
• European Community (EC) Number: 206-102-3
• NSC Number: 607759
• UNII: 0S1NS923K6
• DSSTox Substance ID: DTXSID5041560
• Nikkaji Number: J391C
• Wikidata: Q27237155
• Metabolomics Workbench ID: 122613
• ChEMBL ID: CHEMBL1172198
• Mol file: 301-00-8.mol

Synonyms:9,12,15-Octadecatrienoicacid, methyl ester, (Z,Z,Z)-; Linolenic acid, methyl ester (6CI,8CI); (Z,Z,Z)-9,12,15-Octadecatrienoicacid methyl ester; 9Z,12Z,15Z-Octadecatrienoic acid methyl ester; Methyl(9Z,12Z,15Z)-9,12,15-octadecatrienoate; Methyl (9Z,12Z,15Z)-octadecatrienoate;Methyl all-cis-9,12,15-octadecatrienoate; Methyl cis,cis,cis-octadeca-9,12,15-trienoate;Methyl linolenate; Methyl a-linolenate; a-Linolenic acid methyl ester

Chemical Property of METHYL LINOLENATE

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.69E-05mmHg at 25°C
• Melting Point: -57℃
• Refractive Index: n20/D 1.470(lit.)
• Boiling Point: 364.4°Cat760mmHg
• Flash Point: 101.4°C
• PSA: 26.30000
• Density: 0.895g/cm³
• LogP: 5.74890
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 292.240230259
• Heavy Atom Count: 21
• Complexity: 314

Purity/Quality:

≥98% ^*data from raw suppliers

Methyl linolenate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40-67-36/37/38
• Safety Statements: 23-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)OC
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)OC
• Uses: Methyl Linolenate has potential application towards human lung carcinoma cell lines, displaying cytotoxicity. Essential oil component.

Technology Process of METHYL LINOLENATE

There total 45 articles about METHYL LINOLENATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methanol (67-56-1) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl linoleate (16326-32-2) + methyl arachidonate (2566-89-4) + (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) + Methyl oleate (112-62-9) + Methyl linoleate (112-63-0) + (11Z)-11-icosenoic acid methyl ester (2390-09-2,3946-08-5) + methyl linolenate (301-00-8) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + pentadecanoic acid methyl ester (7132-64-1) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + behenic acid methyl ester (929-77-1) + all-cis-8,11,14-eicosatrienoic acid methyl ester (21061-10-9) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester (13487-42-8) + myristoleic acid methyl ester (56219-06-8) + cis,trans-9,11-methyloctadecadienoate (35042-75-2)

Guidance literature:

With potassium hydroxide; water; In methanol; at 55 ℃; for 1.5h;

methanol; With sulfuric acid; In water; at 20 - 55 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

methanol (67-56-1) + sodium methylate (124-41-4) → methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate (108698-02-8) + methyl vaccenate (1937-63-9,52380-33-3,6198-58-9) + methyl linoleate (16326-32-2) + methyl arachidonate (2566-89-4) + (Z)-9-hexadecenoic acid methyl ester (1120-25-8,3913-63-1) + Methyl oleate (112-62-9) + Methyl linoleate (112-63-0) + (11Z)-11-icosenoic acid methyl ester (2390-09-2,3946-08-5) + methyl linolenate (301-00-8) + methyl n-dodecanoate (111-82-0) + methyl myristoate (124-10-7) + pentadecanoic acid methyl ester (7132-64-1) + hexadecanoic acid methyl ester (112-39-0) + methyl margarate (1731-92-6) + Methyl stearate (112-61-8) + methyl arachidate (1120-28-1) + behenic acid methyl ester (929-77-1) + all-cis-8,11,14-eicosatrienoic acid methyl ester (21061-10-9) + (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester (2734-47-6) + cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester (13487-42-8) + myristoleic acid methyl ester (56219-06-8) + cis,trans-9,11-methyloctadecadienoate (35042-75-2)

Guidance literature:

at 55 ℃; for 1.5h; Product distribution / selectivity;

Reference yield:

methanol (67-56-1) + C48H86O10 → methyl linolenate (301-00-8) + methyl heneicosanoate (6064-90-0)

Guidance literature:

With sulfuric acid; In water; at 80 ℃; for 4h;

DOI:10.1021/jf071331z

upstream raw materials:

diazomethane

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

methanol

1-linolenoylimidazole

Downstream raw materials:

8-hydroxyoctanoic acid methyl ester

hexanedioic acid dimethyl ester

Dimethyl azelate

dimethyl 1,7-heptanedioate

Refernces

• 1、 Wong, Keng-Chong,Hag Ali, Dafaalla Mohamed,Boey, Peng-Lim. "Chemical constituents and antibacterial activity of Melastoma malabathricum L.". . p. 609 - 618. Retrieved 2012.
• 2、 Kusumah, Dewi,Maeda, Isamu,Murakami, Mai,Wakui, Misaki,Xie, Xiaonan,Yukihito, Kabuyama. "Linoleic acid, α-linolenic acid, and monolinolenins as antibacterial substances in the heat-processed soybean fermented with Rhizopus oligosporus". . p. 1285 - 1290. Retrieved 2020/03/03.
• 3、 Sahu, Gajanan,Saha, Sujan,Datta, Sudipta,Chavan, Prakash,Naik, Satyanarayan. "Methanolysis of Jatropha curcas oil using K2CO3/CaO as a solid base catalyst". . p. 845 - 861. Retrieved 2018/01/12.